| DFB-Pokal Frauen | |
| Year: | 1999–2000 |
| Country: | Germany |
| Num Teams: | 32 |
| Defending Champions: | FFC Frankfurt |
| Champions: | FFC Frankfurt |
| Runner-Up: | Sportfreunde Siegen |
| Matches: | 28 |
| Prevseason: | 1998–99 |
| Nextseason: | 2000–01 |
The Frauen DFB-Pokal 1999–2000 was the 20th season of the cup competition, Germany's second-most important title in women's football. The first round of the competition was held from 22–25 August 1999. In the final which was held in Berlin on 6 May 2000 FFC Frankfurt defeated Sportfreunde Siegen 2–1, thus defending their title from the previous season thus claiming their second title.
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| RSV Windhorst Drosendorf | –* | 1. FC Nürnberg | ||||
| TuS Ahrbach | –* | 1. FC Saarbrücken | ||||
| 22 August 1999 | ||||||
| FSV Schwarzbach | 1 – 2 | FSV Frankfurt | ||||
| Heike Rheine | 2 – 1 | Flaesheim-Hillen | ||||
| Lorbeer Rothenburgsort | 0 – 4 | FCR Duisburg | ||||
| Erzgebirge Aue | 0 – 3 | WSV Wolfsburg-Wendschott | ||||
| Wittenseer SV | 3 – 2 | FF USV Jena | ||||
| Wattenscheid 09 | 4 – 5 | GSV Moers | ||||
| SG Sand | 2 – 7 | FFC Frankfurt | ||||
| SV Oberteuringen | 6 – 1 | FC Viktoria Neckarshausen | ||||
| SC Freiburg | 0 – 5 | SC 07 Bad Neuenahr | ||||
| FSV Westerstede | 0 – 7 | Grün-Weiss Brauweiler | ||||
| Turbine Potsdam II | 0 – 15 | Turbine Potsdam | ||||
| Hertha Zehlendorf | 3 – 2 | BVB Halle | (aet) | |||
| SpVgg Oberaußem-Fortuna | 0 – 6 | Sportfreunde Siegen | ||||
| 25 August 1999 | ||||||
| 1. FC Saarbrücken II | 0 – 3 | TuS Niederkirchen |
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| Hertha Zehlendorf | –* | Grün-Weiss Brauweiler | ||||
| 25 September 1999 | ||||||
| Wittenseer SV | 0 – 11 | WSV Wolfsburg-Wendschott | ||||
| SC 07 Bad Neuenahr | 1 – 2 | Sportfreunde Siegen | ||||
| 26 September 1999 | ||||||
| SV Oberteuringen | 1 – 2 | 1. FC Saarbrücken | ||||
| TuS Niederkirchen | 1 – 3 | FFC Frankfurt | ||||
| Heike Rheine | 0 – 5 | FCR Duisburg | ||||
| 1. FC Nürnberg | 0 – 4 | FSV Frankfurt | ||||
| GSV Moers | 2 – 10 | Turbine Potsdam |
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| 28 November 1999 | ||||||
| WSV Wolfsburg-Wendschott | 0 – 1 | Sportfreunde Siegen | ||||
| 1. FC Saarbrücken | 3 – 1 | Turbine Potsdam | (aet) | |||
| Grün-Weiss Brauweiler | 4 – 4 | FCR Duisburg | (5–3 on penalties) | |||
| FSV Frankfurt | 0 – 6 | FFC Frankfurt |
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| 12 March 2000 | ||||||
| 1. FC Saarbrücken | 1 – 3 | FFC Frankfurt | ||||
| Grün-Weiss Brauweiler | 0 – 3 | Sportfreunde Siegen |
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Beáta Fülöp